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Unexpected structural defects in a main-chain conjugated polymer synthesized through Suzuki-Miyaura cross coupling polymerization
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Title: | Unexpected structural defects in a main-chain conjugated polymer synthesized through Suzuki-Miyaura cross coupling polymerization |
Authors: | Yuan, Yuehui Browse this author | Song, Zhiyi Browse this author →KAKEN DB | Bando, Masayoshi Browse this author | Nakano, Tamaki Browse this author →KAKEN DB |
Keywords: | The Suzuki reaction | Side reactions | Alternating copolymer |
Issue Date: | 4-Jun-2021 |
Publisher: | Elsevier |
Journal Title: | Polymer |
Volume: | 226 |
Start Page: | 123769 |
Publisher DOI: | 10.1016/j.polymer.2021.123769 |
Abstract: | Suzuki-Miyaura cross coupling (SMC) copolymerization of 3,8-dibromo-1,10-phenanthroline (PhenBr(2)) and 9,9-dioctylfluorene-2,7-diboronic acid (DOF[B(OH)(2)](2) was conducted aiming to synthesized an alternating copolymer composed of 1,10-phenanthroline-3,8-diyl and 9,9-dioctylfluorene-2,7-diyl units in a mixture of 1,2-dimethoxyethane and water using Pd(PPh3)(4) and K2CO3 as catalysts at different temperatures. Side reactions were unexpectedly found to take place in the reactions at 100 degrees C where hydroxy and carbonyl groups appeared to be introduced probably to 1,10-phenanthroline units. Such reactions were more remarkable in the polymerization than in a model reaction leading to a triad molecule consisting of central 1,10-phenanthroline-3,8-diyl unit connected to two 9,9-dioctylfluorene-2-yl units, suggesting that a longer growing species has a role in such reactions. The extent of side reactions was higher with H2O than with D2O and was negligible with (H2O)-O-18. The polymer with structural defects showed photo absorbance and emission profiles and thermal properties which were remarkably different from those of the alternating copolymer without structural defects. |
Rights: | © 2021. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/ | http://creativecommons.org/licenses/by-nc-nd/4.0/ |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/89626 |
Appears in Collections: | 触媒科学研究所 (Institute for Catalysis) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 中野 環
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